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Thanks for posting her work -- it is really terrific, isn't it? (I only wish decent art education had been available when I was her age....!)
As far as expressing emotion in your work, pleasant or otherwise, I would say it depends on what your overall goals are. If an artist primarily wants to "express himself" and "make a statement" with little need for an income from his or her art, the artist has all the flexibility in the world. Some of Alyssa Monk's work I'd be happy to hang on my walls, but not all of it.
Speaking as someone whose kids need braces and whose family depends heavily on my income, however, I can't afford to paint things that are depressing or make people uncomfortable. That issue in and of itself decides what I paint, pretty much. I paint things that I know will be sold, and I make sure of it by doing just commissioned work.
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